In this powerful and heartfelt episode, I sit down with Michael Allison, a Marine veteran, author, and founder of the Adversity Academy, to explore a journey shaped by hardship, legacy, and purpose. From growing up in the rough neighborhoods of Miami after immigrating from Jamaica to becoming a decorated Marine and now a leadership coach, Michael shares how his two grandfathers—both named Vincent—influenced his values and resilience.
Listeners will hear how formative life experiences, including time in Fallujah and setbacks in high school football, became catalysts for leadership growth. Michael shares the life-and-death moments that defined his military service and the deep mentorship that helped him evolve. He also explains how he now helps others through speaking and training programs that foster identity, purpose, and organizational strength.
🧠 Key Takeaways:
- The importance of legacy and storytelling across generations
- How to extract purpose from pain
- What “dark work” means and how it shapes real leaders
- The impact of servant leadership in high-stakes environments
- Why leadership development must exist at every organizational level
- Building trust, especially with team members who feel undervalued
- The transition from military service to entrepreneurship
Links
- Website: michaelwallison.com
- Leadership Training: theadversityacademy.com
- Email: mallison@theadversityacademy.com
- Instagram: @IAmMichaelWAllison
- You can watch this conversation on YouTube by using this link: https://youtu.be/Kj3508LJDco



More Than Grand
Grandfathers have a unique and meaningful role to play in grandchildren’s development, yet they often find themselves behind the scenes, on the sidelines, or less engaged than they’d like to be. This masterclass delivers a playbook for helping grandfathers level up their influence and impact. Listeners to The Cool Grandpa Podcast can receive 40% off this course by using Cool40 at checkout.
Founded in 2011 by Aaron Larsen as a way to honor his grandparents, GrandparentsAcademy.com is the world’s first and only online academy dedicated to helping grandparents grow meaningful relationships and rich legacies with their loved ones.


